Winchester, VA Homes

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  /32

  $58,999

  • Land
  • 6 Acres
  • $10,137 per Acre

  0 Pack Horse Rd Unit LotWP00E 21685367, Winchester, VA 22603

  BRAND NEW gravel entrance, road to homesite, and survey!!!! Attractive OWNER FINANCING terms available!!! Enjoy rural living and fun on this building lot in the Valley Estates community. This land is located off of Pack Horse Road not far from the West Virginia state line. This prime wooded lot perked for a 3 bedroom septic system just recently. Access is secured via road frontage on Pack Horse

  Chad Pangle Whitetail Properties Real Estate

  0 Pack Horse Rd Unit LotWP00E 21685367, Winchester, VA 22603
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  /15

  $1,500 - $1,550 per month

  Woodstock Terrace

  2 Beds

  1016 Woodstock Ln, Winchester, VA 22601

  Fully furnished apartments! TV, Internet provided!

  1016 Woodstock Ln, Winchester, VA 22601
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  /48

  $335,200 Sold Jul 25, 2025

  • 2,606 Sq Ft
  • $129/SF
  • 25 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  128 Fox Dr, Winchester, VA 22601

  Welcome to 128 Fox Dr — a spacious, move-in ready home nestled in the heart of Winchester, offering three levels spanning over 2,600 square feet of flexible living space, with 4 bedrooms, 3 bathrooms, and unbeatable convenience! This Cape Cod-style home features a thoughtful layout with at least one bedroom and a full bathroom on every level. Step into the main level to discover hardwood floors

  MJ Frazier Serhant

  128 Fox Dr, Winchester, VA 22601
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  /2

  Not Listed For Sale

  • Studio
  • 1,693 Sq Ft

  408 Diehl St, Winchester, VA 22601

  408 Diehl St, Winchester, VA 22601
• 

  

  

  /23

  $168,000

  • Land
  • 10 Acres
  • $16,800 per Acre

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602

  Enjoy rural living and fun on this building lot in the Long Ridge Estates community. This prime building lot is located off of Gough Road in the High View Manor area of the county. This parcel has a septic certification letter on record with the county health department for a four-bedroom septic system. Access is secured via a 50 ft deeded access easement, which has already been installed and

  Chad Pangle Whitetail Properties Real Estate

  0 Gough Rd Unit LotWP002 20612085, Winchester, VA 22602
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  /29

  $1,995 per month

  • 3 Beds
  • 2 Baths
  • 1,755 Sq Ft
  • House for Rent

  204A Bellview Ave, Winchester, VA 22601

  SPACIOUS CAPE COD WITH FENCED BACK YARD. In-town convenience. Near shopping and commuter routes. 3 bedrooms, 2 full baths. Beautiful hardwood floors. Formal living and dining rooms with large picture windows that let in lots of natural light. Eat-in kitchen. Main-level family room with built-in shelves. Full, unfinished basement for storage. Back yard with privacy fence. Outdoor spaces: 20x9

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  204A Bellview Ave, Winchester, VA 22601
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  /73

  $450,000 Sold Jul 25, 2025

  • 2,964 Sq Ft
  • $152/SF
  • 86 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1801

  306 Burnt Church Rd, Winchester, VA 22603

  Welcome to this charming Circa 1801-Farmette, nestled on approximately 7.5 unrestricted acres just outside the City of Winchester. This property offers the perfect blend of historic character and rural tranquility, with convenient access to shopping, dining, and major commuter routes, including Rt. 37 and I-81. Enjoy the open space for gardening, raising poultry, or embracing a country

  Sue Goodwin Long & Foster Real Estate, Inc.

  306 Burnt Church Rd, Winchester, VA 22603
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  /11

  Est $48,250 Not Listed For Sale

  1137 Tomahawk Trail, Winchester, VA 22602

  1137 Tomahawk Trail, Winchester, VA 22602
• 

  

  /30

  $589,900

  • 3 Beds
  • 2 Baths
  • 2,271 Sq Ft

  718 Chelsea Dr, Winchester, VA 22601

  Welcome to this One Owner immaculate home in Meadow Branch South in the City of Winchester. Main level living at its finest! This custom built home took every detail into consideration. The front porch provides a shady area to enjoy. The Sunsetter awning over the back brick/concrete patio offers a retreat of tranquility to enjoy. The yard is surrounded by a brick retaining wall with wrought

  Diane Walter Crum Realty, Inc.

  718 Chelsea Dr, Winchester, VA 22601
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  /20

  $1,431 - $1,650 per month

  Preston Place - Tax Credit

  2 - 3 Beds

  124 Castlebridge Ct, Winchester, VA 22602

  Preston Place Apartments and Townhomes are a remarkable blend of style and value. Almost everything is nearby, from schools to shopping, restaurants, parks and interstate highways. Conveniently located on Airport Drive one-half mile from the Winchester Regional Airport. Dulles Airport is also less than thirty minutes away. It’s hard to find a more convenient location.

  124 Castlebridge Ct, Winchester, VA 22602
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  /51

  $405,000 Sold Jul 25, 2025

  • 2,012 Sq Ft
  • $201/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  545 Deer Run Dr, Winchester, VA 22602

  BACK ON THE MARKET AT NO FAULT OF THE SELLER! BUYER'S FINANCING FELL THROUGH! Peaceful Country Living on Three Secluded Acres – Just Minutes from Downtown WinchesterWelcome to 545 Deer Run, where privacy, charm, and convenience come together. Nestled on three acres, this warm and welcoming home offers a serene escape from the everyday—yet it’s only minutes from the restaurants, shops,

  Kaaren Lofgren Samson Properties

  545 Deer Run Dr, Winchester, VA 22602
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  /30

  Not Listed For Sale

  301 Great Mountain Ln, Winchester, VA 22602

  301 Great Mountain Ln, Winchester, VA 22602
• 

  

  /90

  $515,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft

  2623 Middle Rd, Winchester, VA 22601

  Welcome home to 2623 Middle Rd! Located near all that Winchester has to offer, Middle Rd is a lovely private oasis to come home to. With a myriad of upgrades including a gorgeous screened in back porch, this home offers many conveniences, a spacious layout and bedrooms, and plenty of room for entertainment, hobbies, and whatever you can dream of. Outfitted with a new greenhouse and shed, both

  Nicole Lewis Coldwell Banker Premier

  2623 Middle Rd, Winchester, VA 22601
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  /27

  $1,400 per month

  • 2 Beds
  • 1 Bath
  • 1,022 Sq Ft
  • House for Rent

  122 E Monmouth St, Winchester, VA 22601

  CUTE, CONVENIENT & ADORABLE! 2-BEDROOM COTTAGE NEAR DOWNTOWN WINCHESTER. Ready for occupancy. Convenient to shopping, services and commuter routes 50, 7, 522 and I-81. Fenced rear yard. Appliances included: Oven/range, refrigerator, washer, dryer. Pets considered case-by-case. No smoking. Credit report, background check, application required. Lister will run reports and write lease. Landlord

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  122 E Monmouth St, Winchester, VA 22601
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  /59

  $630,000 Sold Jul 24, 2025

  • 3,842 Sq Ft
  • $164/SF
  • 31 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1988

  1532 Dalton Place, Winchester, VA 22601

  This home charms from the outside in. The facade is a handsome combination of brick and slate blue siding with a gabled roof and attractive octagonal bump-out. Surrounded by lush landscaping and nestled atop a small hill, the brick walk welcomes you like a personal invitation. Inside, the blend of old school craftsmanship and chic continues. Real hardwood floors, tasteful contemporary paint

  Dan Whitacre Colony Realty

  1532 Dalton Place, Winchester, VA 22601
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  /28

  Est $408,826 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,261 Sq Ft

  125 Cheshire Ct, Winchester, VA 22602

  125 Cheshire Ct, Winchester, VA 22602
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  /52

  $650,000

  • 6 Beds
  • 3 Baths
  • 2,568 Sq Ft

  1301 Front Royal Pike, Winchester, VA 22602

  UNIQUE AND HISTORIC! UNPACK THE POTENTIAL OF THIS 214-YEAR-OLD SHENANDOAH VALLEY HOME AND TURN IT INTO AN ELEGANT SHOWPLACE! If houses could talk, this one would speak volumes. Built in 1811, during the nation's infancy, it later bore witness to the Civil War in which it was said to have been a hospital. In 1864, it was a division headquarters for George Armstrong Custer. The flat roof

  Teresa Strohmeyer ERA Oakcrest Realty, Inc.

  1301 Front Royal Pike, Winchester, VA 22602
• 

  

  /20

  $3,200 per month

  • 6 Beds
  • 4 Baths
  • 3,200 Sq Ft
  • House for Rent

  118 Munsee Cir, Winchester, VA 22602

  Welcome to Your Dream Rental!Be the first to live in this stunning new construction single-family home, thoughtfully designed for modern living. This spacious residence offers 5 bedrooms, 3 full bathrooms, a main floor office, and a finished basement with a rec room perfect for a home gym, second office, or playroom and a bedroom and a bathroom.Step inside to discover a bright,

  118 Munsee Cir, Winchester, VA 22602
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  /63

  $535,000 Sold Jul 24, 2025

  • 3,118 Sq Ft
  • $172/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1974

  303 Walker St, Winchester, VA 22601

  Welcome to this beautifully maintained 4-bedroom, 3-bathroom home on a prime corner lot in Whittier Acres! Located on a quiet cul-de-sac and just a short stroll to Whittier Park and the Museum of the Shenandoah Valley, this home offers both convenience and charm. The meticulously landscaped yard sets the tone for the care found throughout the property. Inside, you'll find refinished hardwood

  Frank Armstrong, IV Colony Realty

  303 Walker St, Winchester, VA 22601
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  /4

  Est $890,867 Not Listed For Sale

  601 W Jubal Early Dr, Winchester, VA 22601

  601 W Jubal Early Dr, Winchester, VA 22601
• 

  

  /36

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,517 Sq Ft

  101 Dutton Place, Winchester, VA 22601

  Welcome to 101 Dutton Place— Location, Location, Location! + One Level living! Nestled just inside the Frederick County line in the highly sought-after Merrimans Estates community. This beautifully maintained ranch-style home is ideally situated on a peaceful and meticulously landscaped 1.26-acre lot, minutes from WMC Hospital, downtown Winchester & major commuter routes! Step through

  Lisa Behr Coldwell Banker Premier

  101 Dutton Place, Winchester, VA 22601
• 

  

  /18

  $1,750 per month

  • 2 Beds
  • 1 Bath
  • 1,516 Sq Ft
  • Townhouse for Rent

  303 Gray Ave, Winchester, VA 22601

  Goergeous and fully renovated townhome! Easy walking distance to the downtown Walking Mall. Completely renovated from top to bottom, this home is spacious, bright, and beautiful. The main level is open and airy, with a large living room, a dedicated dining area, and a huge, stunning kitchen. Two huge bedrooms upstairs! Washer and dryer in unit. Private offstreet parking. Background and credit

  Amanda White Nova Home Hunters Realty

  303 Gray Ave, Winchester, VA 22601
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  /26

  $220,000 Sold Jul 24, 2025

  • 686 Sq Ft
  • $321/SF
  • 102 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1957

  104 Blackfeet Trail, Winchester, VA 22602

  THIS UPDATED REMODELED AND ADORABLE COTTAGE SITS ON 1/2 ACRE OF WOODS. FEATURING SPACIOUS KITCHEN WITH QUARTZ COUNTERS, STAINLESS STEEL APPLIANCES, MODERN TILE BLACKSPLASH, SPACIOUS BEDROOMS, NEW CUSTOM PAINT, UPDATED BATHROOM, NEW FLOORING, NEW LIGHTING, FIREPLACE AND MUCH MORE! Close to schools, Shopping, and commuter routes. Roads maintained. No HOA! Home is in sanitary district with fees

  Jose Flores Epic Realty, LLC.

  104 Blackfeet Trail, Winchester, VA 22602
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  /6

  Est $172,220 Not Listed For Sale

  106 Mate Ct, Winchester, VA 22602

  106 Mate Ct, Winchester, VA 22602
• 

  

  /35

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,233 Sq Ft

  143 Harvest Ridge Dr, Winchester, VA 22601

  Welcome to 143 Harvest Ridge Drive located in the highly desirable VILLAGE AT HARVEST RIDGE, a 55+ community in Winchester, Virginia. The address says Winchester, but the home is located in Frederick County, just outside of the Winchester City limits making it convenient for shopping, dining out, and medical appointments. This home is elegant, well designed, and meticulously maintained. The

  Elizabeth Page Boxwell MarketPlace REALTY

  143 Harvest Ridge Dr, Winchester, VA 22601
• 

  

  /19

  $1,599 per month

  • 2 Beds
  • 2.5 Baths
  • 1,147 Sq Ft
  • Townhouse for Rent

  1109 Franklin St, Winchester, VA 22601

  Welcome to your new home in Winchester, VA! This charming 2-bedroom, 2.5-bath townhouse boasts 1,147 square feet of comfortable living space perfect for individuals or small families. Enjoy a spacious living area with new flooring that seamlessly flows into an open kitchen equipped with modern appliances. Abundant natural light fills the home, enhancing its inviting atmosphere.OFFERED AT

  1109 Franklin St, Winchester, VA 22601
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  /28

  $479,990 Sold Jul 24, 2025

  • 1,953 Sq Ft
  • $246/SF
  • 118 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  122 Manasquan Way, Winchester, VA 22602

  The Pine is a popular floorplan for all the right reasons! 4 bedrooms, 2.5 bathrooms, and a 2-car garage. The open floorplan allows you and your loved ones to spend quality time together while in the living room, casual dining area and kitchen. The spacious kitchen has a large island with room for seating, an impressive corner pantry, plenty of cabinet space and stainless-steel appliances that

  Tracy Jennings D R Horton Realty of Virginia LLC

  122 Manasquan Way, Winchester, VA 22602
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  /12

  Not Listed For Sale

  • Studio
  • 2,376 Sq Ft

  1021 Franklin St, Winchester, VA 22601

  1021 Franklin St, Winchester, VA 22601
• 

  

  /94

  $718,999

  • 6 Beds
  • 3.5 Baths
  • 4,365 Sq Ft

  122 Poe Dr, Winchester, VA 22602

  Welcome to your dream home to own this immaculate 6-Bedroom with amazing Blue Ridge Views. This beautiful home built 2023 has been adorably well cared for and nestled in one of Winchester’s most coveted neighborhoods. This home is the largest model offered by Richmond American Homes – the Yorktown with add-on Sun-Room extension. With 6 spacious bedrooms, 3.5 luxurious bathrooms, and an array of

  Mohammad Bhatti Samson Properties

  122 Poe Dr, Winchester, VA 22602
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  /36

  $2,498 per month

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft
  • Townhouse for Rent

  107 Boone Ct, Winchester, VA 22602

  1st 6 months special rent of $2498Be sure to view the Virtual Tour! This brand-new home is currently under construction and offers a complete, modern interior. Featuring 4 bedrooms, 3.5 baths, a 2-car garage, a 10' x 16' composite deck, and a fenced yard. The lower level includes a private bedroom with a full bath and walk-out access. The main level boasts luxury vinyl tile flooring

  Raj Patel Ikon Realty - Ashburn

  107 Boone Ct, Winchester, VA 22602
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  /6

  $589,900 Sold Jul 23, 2025

  • 2,928 Sq Ft
  • $201/SF
  • 0 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2001

  203 Germany Rd, Winchester, VA 22602

  Spacious 4 Bedroom, 2.5 Bath home nestled on 3.10 private, picturesque acres! Enjoy peaceful mornings from the charming wrap-around porch. Featuring an oversized garage, a bonus room perfect for a home office or playroom, and plenty of space to spread out inside and out. Conveniently located near schools, shopping, and amenities. Privacy and comfort in one beautiful package—this one won’t last

  Tiffany Hunter ERA Oakcrest Realty, Inc.

  203 Germany Rd, Winchester, VA 22602
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  /62

  Est $715,335 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,422 Sq Ft

  231 Summerfield Dr, Winchester, VA 22602

  231 Summerfield Dr, Winchester, VA 22602
• 

  

  /70

  $624,900

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  251 Heather Hill Ln, Winchester, VA 22603

  Have you been looking for peace and serenity, then you've found it. This gorgeous property offers 10 acres (there are two different parcels included in this sale. Parcels that are included are: 19-3-7 (house parcel, 5 acres), and 19-3-10 (garage, pole barn parcel, 5 acres) The lovely Chalet offers 3 bedrooms and 2 full bathrooms. The main level of the home features recently refinished hardwood

  Amber Jenkins Century 21 Redwood Realty

  251 Heather Hill Ln, Winchester, VA 22603
• 

  /2

  $2,200 per month

  • 4 Beds
  • 4.5 Baths
  • 2,645 Sq Ft
  • House for Rent

  2680 Northwestern Pike, Winchester, VA 22603

  All brick, single family, one level, home with a detached 2 car garage. Over 2,600 sq ft . Freshly painted inside & out and new carpet in family room and in primary bedroom. Most flooring is hardwood. Almost 1 acre lot, private setting & close to the WMC. Well & Septic, Oil heat, Central Air, high speed internet available. Pets case by case. No smoking. There are two fireplaces but they have not

  2680 Northwestern Pike, Winchester, VA 22603
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  /26

  $339,000 Sold Jul 23, 2025

  • 1,550 Sq Ft
  • $219/SF
  • 33 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  825 Panther Dr, Winchester, VA 22602

  Beautiful brand new custom-built home with a practical balance between size, openness, use of space andattractiveness. Many thoughtful extras including upgraded appliances, vanities, cabinets, lighting, plumbing fixtures as well as underground electric from the street, 9 ft ceilings on 1st floor, landscaping, gutter guards, soft-close cabinets throughout, tile tub surrounds, water softener &

  Debbie Crevier Kent Cottage Street Realty LLC

  825 Panther Dr, Winchester, VA 22602
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  /43

  Est $550,163 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,568 Sq Ft

  2044 Taylor Grace Ct, Winchester, VA 22601

  2044 Taylor Grace Ct, Winchester, VA 22601
• 

  

  /47

  $564,900

  • 4 Beds
  • 2.5 Baths
  • 2,436 Sq Ft

  1962 Kathy Ct, Winchester, VA 22601

  Ideal Location and Impeccable Upgrades! Welcome to this beautifully updated Colonial tucked away in a quiet cul-de-sac in the county with a Winchester City (22601) zip code—a rare find that offers the best of both worlds! Just minutes from Winchester Medical Center, Old Town Winchester, and every amenity you could need, this home is a perfect match for anyone seeking a convenient, move-in-ready

  Stephanie Feltner Realty ONE Group Old Towne

  1962 Kathy Ct, Winchester, VA 22601
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  /21

  $1,850 per month

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • House for Rent

  514 Joist Hite Place, Winchester, VA 22601

  Charming Brick Rancher for Rent – Prime Winchester Location!This 3-bedroom, 1.5-bath home offers comfort and convenience just minutes from Winchester’s vibrant Walking Mall. Enjoy a bright, open floor plan with hardwood floors throughout, a cozy living room with fireplace, and a kitchen featuring an island and breakfast bar. The spacious backyard includes a maintenance-free deck and storage

  Mona Botwick Samson Properties

  514 Joist Hite Place, Winchester, VA 22601
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  /54

  $359,990 Sold Jul 23, 2025

  • 1,500 Sq Ft
  • $240/SF
  • 52 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2025

  114 Nootka Way, Winchester, VA 22602

  This interior unit Delmar townhome by D.R. Horton blends modern style with practical living across 1,500 square feet of well-planned space. Featuring 3 bedrooms, 2.5 baths, and a 1-car garage, this two-story home is perfect for comfort and convenience. The main floor includes a sleek eat-in kitchen with a large pantry and island, seamlessly flowing into the open dining and living area—ideal for

  Brooks Sears D R Horton Realty of Virginia LLC

  114 Nootka Way, Winchester, VA 22602
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  /45

  Est $558,141 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,426 Sq Ft

  2040 Taylor Grace Ct, Winchester, VA 22601

  2040 Taylor Grace Ct, Winchester, VA 22601

Showing Results 121 - 160, Page 4 of 18